67874-68-4

Basic information

• Product Name: PHENOXYACETALDEHYDE DIMETHYL ACETAL
• Synonyms: (2,2-dimethoxyethoxy)-benzen;(2,2-DIMETHOXYETHOXY)BENZENE;PHENOXYACETALDEHYDE DIMETHYL ACETAL;Benzene, (2,2-dimethoxyethoxy)-;Einecs 267-496-0;1,1-dimethoxy-2-phenoxyethane
• CAS NO: 67874-68-4
• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22
• EINECS: 267-496-0
• Product Categories: Acetals/Ketals/Ortho Esters;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 67874-68-4.mol

Chemical Properties

• Boiling Point: 78 °C0.6 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.076 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0119mmHg at 25°C
• Refractive Index: n20/D 1.498(lit.)
• BRN: 5809638
• CAS DataBase Reference: PHENOXYACETALDEHYDE DIMETHYL ACETAL(CAS DataBase Reference)
• NIST Chemistry Reference: PHENOXYACETALDEHYDE DIMETHYL ACETAL(67874-68-4)
• EPA Substance Registry System: PHENOXYACETALDEHYDE DIMETHYL ACETAL(67874-68-4)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 67874-68-4(Hazardous Substances Data)

Usage

Uses

Phenoxyacetaldehyde dimethyl acetal may be used in chemical synthesis.

InChI:InChI=1/C10H14O3/c1-11-10(12-2)8-13-9-6-4-3-5-7-9/h3-7,10H,8H2,1-2H3

Upstream product

• 149-73-5 trimethyl orthoformate 
• 2120-70-9 2-phenoxyethanal 
• 7252-83-7 1-bromo-2,2-dimethoxyethane 
• 108-95-2 phenol 
• 1746-13-0 allyl phenyl ether 
• 67-56-1 methanol 

Downstream Products

• 146940-57-0 2-<<2-(Phenoxy)ethyl>hydrazono>-4,5-dihydro-1H-imidazole 
• 90470-65-8 2-methoxy-3-phenoxypropanenitrile 
• 2120-70-9 2-phenoxyethanal 
• 192210-08-5 ethyl (E)-4-phenoxy-2-isocyano-3-butenoate 
• 90470-36-3 2-methoxy-3-phenoxy-1-propanamine 
• 253317-23-6 1-isocyano-2-methoxy-3-phenoxypropane 
• 253317-22-5 N-(2-methoxy-3-phenoxypropyl)formamide 

Relevant articles and documents

A convenient synthesis of (E)-4-alkoxy-2-amino-3-butenoic acid derivatives

(E)-4-Alkoxy-2-formylamino-3-butenoic acid esters have been prepared in two steps from 3-alkoxy-1-isocyanopropenes. The method is based on the reaction of 3-alkoxy-1-isocyano-1-lithiopropenes, which can be generated by the treatment of 3-alkoxy-1-isocyanopropenes with LDA in THF at -78 °C, with alkyl chlorocarbonates, affording 4-alkoxy-2-isocyano-3-butenoates. These isocyano esters have been easily transformed into the corresponding formylamino esters by treating with concd HCl in Et2O at - 20 °C. Subsequently, the introduction of a substituent into the 2-position has been achieved by ethoxycarbonylation with ethyl chlorocarbonate, followed by alkylation with alkyl halides by using hexamethylphosphoric triamide (HMPA) as a co-solvent. The resulting alkylated isocyano 3-butenoates have been similarly hydrolyzed with concd HCl to the corresponding 2-formylamino-3- butenoates.

Ozonolysis of Olefins VIII [1]. Synthesis of Phenoxyacetaldehydes by Ozonolysis of Allylphenylethers

A new route for the preparation of a series of phenoxyacetaldehydes (2a-j) which are useful intermediates or products, is described. It starts from the easily available allylphenylethers 1a-j which are ozonized at -40°C and further treated with dimethylsulfide to give solutions of the corresponding phenoxyacetaldehydes 2a-j; these are purified by column chromatography. Reaction of 2a-j with 1-methyl-1-phenylhydrazine leads to the corresponding hydrazones 3a-c, 3e-g, 3i, and 3j. The aldehydes can also be transformed into the stable dimethylcetals 4a, 4e, 4h, and 4i by reaction with trimethyl orthoformate.

Secondary amines and use in pharmaceutical compositions

A compound of formula (I): STR1 or a pharmaceutically acceptable salt, ester or amide thereof, in which: W is an optionally substituted phenyl group of the formula STR2 wherein R1 is hydrogen or fluorine, R2 is hydrogen, C1-6 alkyl, halogen or trifluoromethyl; or W is a phenoxymethyl or benzofuran-2-yl group; R3 is C1-12 alkyl or phenyl C1-6 alkyl; A is hydrogen or methyl, X is carboxy, --Z--CO2 H, --Z--OH, T--Z--CO2 H, --Z--NR4 R5, --T--Y--OM, --T--Y--NR4 R5, or --T--R6, in the para- or meta-position with respect to the --(CH2)n group, wherein R4 and R5 are each hydrogen or C1-6 alkyl, R6 is C1-6 alkyl, T is 0, S, --NH or --N--R7, in which R7 is C1-6 alkyl Z is C1-10 straight or branched alkylene optionally containing a carbon-carbon double bond; Y is C2-10 straight or branched alkylene, provided that the hetero atoms in --T--Y--OM and --T--Y--NR4 R5 are separated by at least two carbon atoms, M is hydrogen, C1-6 alkyl or phenyl, and n is 1 or 2, is useful for obesity or hyperglycaemia.